My girlfriend prefers a suction cup type to others because it's wider and hits her in all the right places. We've found we like this one pretty well link Only problem with it is that it has the rubber smell some tend to have. And it's a pretty good size, yeah...I'm a "size queen" also lol.

Also, my girlfriend has found she likes the feeling when she puts a vibrating cock ring on it when she does me to give her extra stimulation. less

Lol. Well I'm having issues with that with my hubby right now. He's not very open to it, but I want him to do things like that. It's like a big turn on for me. So I'm working on making him more open to it. I think he thinks that if he likes it, it will make him seem gay or something. But I try to tell him it won't. less

To quote Dan Savage - "the ass isn't some magical place that only gay people can visit like a leather bar or the Liberace museum.."

Maybe you could start slow - give him a rubdown, and then sneak attack the tush, give him a good rubdown, kiss and nibble at it then maybe slip in soem rimming and leave it at that. Then on another day mention how much you enjoyed that..the next time go a little further..maybe slip a finger in and give him some oral (i think that's the anal pleasure gateway drug judging from the first time stories i hear from guys)

I dunno - i mean mine snuck it on me by mentioning bdsm it took him 6 months or so to cowboy up and tell me what he really wanted - which was just his ass played with - i amped it up a notch by suggesting the strapon. less

Yeah, it's been suggested to me on another forum post to start with oral and while doing that start with a finger. The first time I tried it on him, it was just a finger alone and he didn't enjoy that very much at all. Well that first and ONLY time he has let me do something like that. less

did he know the finger was coming?

I think the only way to get there is slowly and sneakily - try rimming him first - you have to connect pleasure with his ass for him.

Then after a few random times of doing that with him on his belly a few weeks apart (always good to pair with a massage so he feels safe and things are all about him for a little while), do it to him as part of oral with him on his back or sitting down. You want to get him to the point where he's looking forward to you paying attention there - but you have to get there by not making it a big deal or seem like you are making a fuss about it.

Finally surprise him - get him on one of his extra-horny days (or when he's tipsy and perverted), get him going and stick the finger in while giving him a bj - I would suggest using lube too. My preference is not to have things stuck inside my ass - bare fingers burn and no lube feels rough.

lol i feel like a fratboy telling you how to score with the prom queen...

You still might never be able to actually peg him - I know my ass isn't to be had, although i have explored it more since getting with the boy. I mean a good top needs to know what it feels like to do things to their bottom. But, going slow and steady and sensitizing him would be much better for the relationship, then pressuring him or having long drawn out discussions that eventually wind up causing a wedge in the relationship. less

Tantus makes a suction cup that can slide into the vibrator hole on their dildos. Seems to work pretty well, and allows you to have a multi-use toy since you can hold onto it. The suction cup should work OK on any dildo that takes a silver-bullet type vibrator.

There aren't many bendable dills in silicone, and for anal silicone is really nice. There are the harnessless doubles, and those often work well hand-held.

Note that suction cups require hard surfaces to work, which might be uncomfortable during sex. Dildos during sex are great fun, though, since as a guy it makes pulling out (which pushes the dildo into your butt) as much fun as pushing in. less

Something with him on top and your hand holding it will probably work better. I think if you try to brace it against the bed it will bend in different places, work its way out, and generally not move with each thrust very well unless you can find a way to more firmly attach it. You could get some strong fabric or fake leather and make a "mini harness" that pins (or otherwise attaches) to the bed - look at the harnesses on EF to see how the dildo attaches (it's easy, just cut a hole in the middle that the flange doesn't fit through).

Sorry about making you uncomfortable with excess description - after a while on these types of forums you become a little less inhibited at times. I do try not to be obscene, but still sometimes say too much less